Shemales Porn Stories
Page 68

sissy schoolgirl and her black daddy





I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning...

It was summer time. As always I spent my summers hanging out and occasionally mowing neighbors lawns for some extra cash. Although I wasn't exactly the big high school jock who all the girls saw mowing the lawn shirtless and fawned over, I like to think I was attractive, and I would soon find out I was attracting attention from a... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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my BBC adventure at the adult theater

My bbc adventure at the adult theater
Gurls, you have no idea. I think I'm in luv. Omg he was amazing.

No pics, but I was in my 6 inch cum fuck me pumps, had on an opaque black body stocking with red fishnet thigh highs on top of it, a frilly lacey black ultra miniskirt, black Lacey top with my corset underneath tied real tight to give me a little bit of waist, my best padded push up, short red Bobb wig, red lips, blue eyshadow etc. gotta say,I was looking pretty hott and all the guys said so.

One white guy followed me into the theater and sat next to me, the two black guys who were th... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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Me and 2 black men!!!

Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes…my boobies are growing, becoming poutier and have sensitive nipples. My skin is sooo soft and my hips are getting bigger giving me a pear figure… I also see changes in my feelings, being more sensitive and some times I cry when I watch a romantic movie…haha. One of the biggest changes also is that I am alwa... Continue»
Posted by transeva69 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Our New Life


Our New Life
By C. G. Drought

I was halfway between sl**p and fully awake effort to breathe. It is
being done for me. I can hear a mechanical sound that coincides with
every breath I take in. A click starts it and then the whirring sound
of an electric motor running.

The first few times I awoke to this sound I went through a period of
confusion and it still affects me that way but to a lesser degree. I
know the sound is the motor operating the bellows of the Iron Lung I
am locked inside. The feel of the leather straps holding my arms and
legs tightly to the... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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The mom who sneaks behind the door.

Hi im james and im 20 years old my mom is in her 50s with a larg rack big booty thin tight abbs and long smooth legs blue eyes and long hair aways weres pantie hoes and skirts and coresets and long red hair.
any way I was on my way home from school at night i got home mom was a sl**p i was on my lap top looking up porn watching this black chick lick a nother chicks ass hole i turnd all the lights off and started rubing my cock.
but as the black chick licked the other chick ass she moand so load some wan els came in will there eyes wure closed she was wearing a skirt and coreset.
she was bla... Continue»
Posted by gothicslave 2 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  
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Sucking my straight friends dick

It was a typical Friday evening; I had just got done hanging out with a group of friends, and one of my friends decided to come over to my house and hangout for a while. My friends name is Dave, I met him in highschool when I was on the football team my sophomore year, he was a big time jock and became a co-captain on varsity as a middle linebacker. I quit all sports basically, but we remained to be kind of good friends over the years, and through our main group of friends we developed a nice relationship. Dave is about 6’2 and like 220 pounds, so he’s way bigger than myself, he’s basically yo... Continue»
Posted by pantycum666 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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shemale fantasy - i've read before and dream

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She was wearing makeup, but it was und... Continue»
Posted by shikzaid 2 years ago  |  Categories: Shemales  |  
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Sexy shemale 69

I was out at a casino in Reno after work. It was about 10pm and I was unwinding having a beer playing some video poker and watching ESPN. I saw a beautiful dark hair lady at the end of the bar so I decied to move closer. Once I got down there we chat a bit. Her name was Kim. She had some nice B-cups that she liked to show off and fantastic legs. Im not a "leg guy", but if there were some legs that could make me a leg guy she had them. We got to know each other a little bit. We chatted while I nursed my second beer and lost money. I told her Im not really looking forward to going home alone, an... Continue»
Posted by thetodd83 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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My bbc adventure at the adult theater

Gurls, you have no idea. I think I'm in luv. Omg he was amazing.

No pics, but I was in my 6 inch cum fuck me pumps, had on an opaque black body stocking with red fishnet thigh highs on top of it, a frilly lacey black ultra miniskirt, black Lacey top with my corset underneath tied real tight to give me a little bit of waist, my best padded push up, short red Bobb wig, red lips, blue eyshadow etc. gotta say,I was looking pretty hott and all the guys said so.

One white guy followed me into the theater and sat next to me, the two black guys who were there were all eyes on me when I walked by... Continue»
Posted by michelecdnj 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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A Slut's first diary entry.... over 2 years a

Sooo...

Once on xhamster (dot) com i found a posting for hypno trancing a sissy to luv
BBC. i found it very HOT. (Funny - i was never into black men, and never the man in the vids.) i never wanted to wear panties or gurl
clothes, but occasionally goof around with my girlfriends and slip their panties
on as a joke (right!). i did luv sluts who give their bodies over to cocks and
cum and turn themselves into living sex toys. Creampie gangbang and shemale vids
were my fav.) i started searching for more.

i found some more from the original poster, then found her blog, then more and
bet... Continue»
Posted by dwadd73 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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A Walk after a Busted Date part 2 OR My First Day

A Walk after a Busted Date part 2 OR My First Day as a Hooker part 2

Toot-toot!

Crap that scared me! I wasn't expecting anyone to try to pick me up again. I thought it would have been a fluke. A one-off earlier with the k** and the handjob. Really?

Again? I can't say that I'm not flattered. I was, really. Gathering my nerves before turning to see who my next suitor was, I slowly turned without my legs shaking so much this time. Whomever was in the car, they would see me as fairly confident hooker walking the street.

Leaning on the passenger door of the Lincoln gave me a vie... Continue»
Posted by LeslieStone 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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The Walk After the Busted Date -- Part 1 of _? or

The Walk after the Busted Date, Part 1 of _? or My First Job as a Hooker Part 1 of _?

It was a Friday evening about eight just before the sun was about to set on a pleasantly cool evening. The brisk air kept me comfortable since my body was a little warm from being nervous with the coming scenario. I was going to meet Phil, my date, as a hooker. We have been planning on this for a few weeks and our schedules finally matched enough to make it happen.

The club I was going to served a very eclectic clientele and right now, there were free line dancing lessons with the 70's ... Continue»
Posted by LeslieStone 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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One Weekend

One Weekend
I was twenty when I met Michelle. She and I didn't actually move in together, but she had a suitcase
that she kept over at my place with many different clothes in it. Everything from nice panties to no
frills granny panties. Her sexy black dress, jeans, bikini, lingerie, and regular stuff also like white tshirts
and pajamas. She had some cash through her f****y. She wasn't rich, richer than I was and still
am. So her clothes were mostly higher end stuff ordered or purchased from Europe. Also in the
suitcase were two dildos and three vibrators of different sizes along with som... Continue»
Posted by pr1456a 2 years ago  |  Categories: First Time, Shemales  |  
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Tea Ladies

T Ladies Orgy
(T minus three weeks)
Mike Harris called it 'The Quickening'. He had borrowed the term from the film 'The Highlander' where
the quickening refers to the awakening of special powers that lay dormant in certain people until they
are triggered by a significant event.
Mike applied dramatic licence to the feelings that regularly overwhelmed him and called these feelings
'The Quickening'. Mike hadn't felt the quickening for two years; he thought that he had suppressed the
feelings for so long now that he would never feel them again. Of course he was proved wrong.
The feelings w... Continue»
Posted by pr1456a 2 years ago  |  Categories: Shemales  |  
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becoming a bitch

Becoming a Bitch
It was supposed to be simple. A blind date, set up online. A hot chick. Me getting laid for the first time
in a while. You know. Simple. And that's what actually happened. Sort of.
I get to the bar, I see Meghan across the way, sitting pretty in a short black dress, legs crossed,
sipping on a martini like she's sucking my cock already. Far as I'm concerned, I'm as good as fucked,
the way she's making herself out to be: smooth thighs, big, round tits, lips that could blow the cap off
a bottle of Bud, legs long as tomorrow and an ass as big as today. Fuck, I feel I'm in th... Continue»
Posted by pr1456a 2 years ago  |  Categories: Fetish, Shemales  |  
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Shemale Public Bondage Fantasy

It was a chilly evening, I had arranged to meet him in the city centre. I was wearing a rather skimpy black dress, black lingerie and red high heels. It was my first time dressed in public like this. He was an average looking man, he shook my hand and kissed my cheek, and asked if I was ready. I affirmed, and then he led me to the park in the city. I noticed he had a small bag with him. He opened it and took out several pieces of rope. 'You know what we agreed', he said. 'Yes, I understand,' I nervously replied. I had signed up for an evening of public humiliation at his hands. He led me to a ... Continue»
Posted by barefoottransnude 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Oh Joy Oh Joy

So its a Friday night and I'm ready to hit the town for a drink, I'm dressed to kill in a t-shirt and jeans not really looking for anything other than a drink. I walk to my local and order a beer knowing that some friends Will be here soon, well 3 beers later and still no-one is here i make a few texts and realise that they all are doing they re own thing tonight so I'm on my own till i spot a red haired girl at the bar, she seems to be on her own and she catches me looking at her and gives me a wink. I smile back and lift my drink and mouth to her over the loud bar would she like me to buy he... Continue»
Posted by mrspankytoyou 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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My one and only experience with a tranny/shemale

One Friday night I decided to take a ride to Hollywood to check out adult theaters as i had always gotten my cock sucked at different adult movie theaters. As I parked my car on a side street i walked to this one particular movie theater I found myself at entrance and paid the 5 bucks to enter. as you all know, when you go into any movie house, its always dark and you wait for a few minutes for your eyes to adjust to the surroundings. i was standing near the entrance and looked around to find an empty seat. i always look to find one in the back near the isle, but they were taken, so i went... Continue»
Posted by 1superhornyguy 2 years ago  |  Categories: First Time, Mature, Shemales  |  
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Careful not to cum too quick!

I'm a 42 year old married bisexual guy, slim built, average height and shaved below. I've had a few encounters with other men but none dressed as a Woman. I've had fantasies for years about wearing women's clothes and make up. Unfortunately I haven't had much opportunity for either, that was until a few months ago.

After my initial encounter I took a little more time to plan my next step. I'd had time to reflect about my first time experience, some things had gone well some not so. Next time I decided I would plan everything a little better, making sure to do a better job on my make... Continue»
Posted by jimbo70xyz 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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sailing baseball and TS dates

Shelly and I had been chatting online for almost two years. We had share a great deal of personal information and shared in each others personal triumphs and tragedies. She lived in Seattle Washington and I was in Oregon in the sl**py hamlet of Lewisburg. Often we had talked about meeting and each of use has passed close but not arranged to meet. My issue was long term relationships are always prone to fail and she was , by her admission , looking for someone closer to home as well.

I have a sailboat, a C-22 swing keel, and had for several years been trailering it north each year for tw... Continue»
Posted by sailor_brad2 2 years ago  |  Categories: Anal, Shemales  |  
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